Question 1

Which of the following reactions or sequences will provide 1-propylbenzene as the major product?

Accepted Answer

A)   treatment of benzene with isopropyl alcohol and HF
B)   treatment of benzene with propanoyl chloride and AlCl3; followed by reaction with Zn(Hg)  and HCl
C)   treatment of benzene with 1-chloropropane and AlCl3
D)   treatment of benzene with 1-propene and HFE) A) and D)
F) A) and C)

Question 2

The predominant intermediate in the electrophilic nitration of benzenesulfonic acid is shown below.

Accepted Answer

A) True 
 B)False

Question 3

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 4

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) None of the above
F) B) and D)

Question 5

Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic nitration of chlorobenzene.

Accepted Answer

The answer of Provide the structure (a single resonance contributor)...

Question 6

What is the major organic product obtained from the following reaction?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) A) and C)
F) B) and C)

Question 7

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 8

What is the major organic product obtained from the following reaction?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) B) and D)
F) All of the above

Question 9

Which of the following undergoes the most rapid nitration upon treatment with HNO3/H2SO4?

Accepted Answer

A)   toluene
B)   benzene
C)   bromobenzene
D)   nitrobenzeneE) B) and C)
F) A) and B)

Question 10

What is "X" in the following reaction? ​ 2Cr2O4 B)  H2 C)  LiAlH4 D)  H2/Pt" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   H2Cr2O4
B)   H2
C)   LiAlH4
D)   H2/PtE) A) and D)
F) None of the above

Question 11

What is the electrophile in the reaction of benzene with acetyl chloride, CH3COCl, and AlCl3?

Accepted Answer

A)   CH3C≡O+
B)   CH3+
C)   CH3CO2−
D)   benzeneE) B) and C)
F) A) and C)

Question 12

The electrophile that could be used to make acetophenone (methyl phenyl ketone) from benzene is shown below. $\mathrm{CH}_{3} \stackrel{+}{\mathrm{C}} \mathrm{O}$

Accepted Answer

A) True 
 B)False

Question 13

Which of the following is the reactive intermediate in the nucleophilic substitution of 4-bromo-1-nitrobenzene with sodium hydroxide?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) C) and D)
F) B) and D)

Question 14

Which of the following reactions or reaction sequences will not give isopropylbenzene as the major product?

Accepted Answer

A)   treatment of benzene with isopropyl alcohol and HF
B)   treatment of benzene with 1-chloropropane and AlCl3
C)   treatment of benzene with propanoyl chloride and AlCl3; followed by reaction with Zn(Hg)  and HCl
D)   treatment of benzene with 1-propene and HFE) B) and D)
F) A) and B)

Question 15

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) A) and C)
F) A) and D)

Question 16

Which mechanism accounts for the reaction of chlorobenzene with acetyl chloride and AlCl3 to form 4-chloroacetophenone?

Accepted Answer

A)   Bimolecular nucleophilic substitution (SN2) 
B)   Nucleophilic aromatic substitution by elimination-addition
C)   Nucleophilic aromatic substitution by addition-elimination
D)   Electrophilic aromatic substitutionE) C) and D)
F) All of the above

Question 17

Which of the following sets of substituents are all meta directing in electrophilic aromatic substitution reactions?

Accepted Answer

A)   CH3, OH, Br
B)   Cl, NH2, CN
C)   COCH3, NO2, COOH
D)   NH2, COCH3, OHE) All of the above
F) None of the above

Question 18

What is the major organic product obtained from the following reaction?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) B) and C)
F) A) and D)

Question 19

What is the major organic product obtained from the following sequence of reactions (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)?

Accepted Answer

The answer of What is the major organic product obtained...

Question 20

Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl3?

Accepted Answer

A)   benzene
B)   toluene
C)   chlorobenzene
D)   1,4-dichlorobenzeneE) A) and C)
F) A) and B)

Exam 22: Reactions of Benzene and Its Derivatives

Which of the following is the reactive intermediate in the nucleophilic substitution of 4-bromo-1-nitrobenzene with sodium hydroxide?

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The electrophile that could be used to make acetophenone (methyl phenyl ketone) from benzene is shown below. CH3C+O\mathrm{CH}_{3} \stackrel{+}{\mathrm{C}} \mathrm{O}CH3​C+​O

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The predominant intermediate in the electrophilic nitration of benzenesulfonic acid is shown below.

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What is the electrophile in the reaction of benzene with acetyl chloride, CH3COCl, and AlCl3?

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What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

Which of the following sets of substituents are all meta directing in electrophilic aromatic substitution reactions?

Correct AnswerverifiedShow Answer

Which of the following undergoes the most rapid nitration upon treatment with HNO3/H2SO4?

Correct AnswerverifiedShow Answer

Which of the following reactions or sequences will provide 1-propylbenzene as the major product?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following sequence of reactions?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following sequence of reactions (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

Which of the following reactions or reaction sequences will not give isopropylbenzene as the major product?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following sequence of reactions?

Correct AnswerverifiedShow Answer

What is "X" in the following reaction? ​

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What is the major organic product obtained from the following reaction?

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Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic nitration of chlorobenzene.

Correct AnswerverifiedShow Answer

Which mechanism accounts for the reaction of chlorobenzene with acetyl chloride and AlCl3 to form 4-chloroacetophenone?

Correct AnswerverifiedShow Answer

Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl3?

Correct AnswerverifiedShow Answer

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The electrophile that could be used to make acetophenone (methyl phenyl ketone) from benzene is shown below. $\mathrm{CH}_{3} \stackrel{+}{\mathrm{C}} \mathrm{O}$

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What is the electrophile in the reaction of benzene with acetyl chloride, CH₃COCl, and AlCl₃?

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Which of the following undergoes the most rapid nitration upon treatment with HNO₃/H₂SO₄?

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What is "X" in the following reaction?

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Which mechanism accounts for the reaction of chlorobenzene with acetyl chloride and AlCl₃ to form 4-chloroacetophenone?

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Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl₃?

Correct Answer
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